Polymerization And Depolymerization Patents (Class 585/832)
  • Patent number: 8809613
    Abstract: The present invention relates to a method for preparing linear alpha-olefins (LAO) by oligomerization of ethylene in the presence of a solvent and homogeneous catalyst, comprising the steps of: (i) feeding ethylene, solvent and catalyst into an oligomerization reactor, (ii) oligomerizing the ethylene in the reactor, (iii) removing a reactor outlet stream comprising solvent, linear alpha-olefins, optionally unreacted ethylene and catalyst from the reactor via a reactor outlet piping system, (iv) dosing at least one additive selected from the group consisting of alcohols, poly-ethylene glycols, polyethylene glycol monoethers, polyethylene glycol diethers, polyamines, amines, amino alcohols and surfactants, (v) transferring the reactor outlet stream containing the additive to a catalyst deactivation and removal section, and (vi) deactivating the catalyst with caustic and removing the deactivated catalyst from the reactor outlet stream, wherein the residence time of the additive in the reactor outlet stream pri
    Type: Grant
    Filed: May 28, 2010
    Date of Patent: August 19, 2014
    Assignees: Saudi Basic Industries Corporation, Linde AG
    Inventors: Peter M. Fritz, Heinz Bölt, Andreas Meiswinkel, Carsten Taube, Florian Winkler, Volker Göke, Wolfgang Müller, Anina Wöhl, Richard Schneider, Uwe Rosenthal, Helmut Fritz, Bernd H. Müller, Normen Peulecke, Stephan Peitz, Bhaskar Reddy Aluri, Mohammed Al-Hazmi, Shahid Majeed Azam, Fuad Mosa, Abdullah Al-Dugathier
  • Publication number: 20100095591
    Abstract: A system includes a fuel converter comprising a catalyst composition, and the catalyst composition can convert fuel into a hydrocarbon reductant stream; a separation system that separates the hydrocarbon reductant stream into a first reductant sub-stream that comprises short chain hydrocarbon molecules, and a second reductant sub-stream that comprises long chain hydrocarbon molecules; a selective catalytic reduction catalyst reactor in fluid communication with the fuel converter, and the catalyst reactor has an inner surface that defines a first zone and a second zone, and the first zone is configured to receive the second reductant sub-stream, and the second zone is configured to receive the first reductant sub-stream; and an exhaust stream that flows into the first zone contacts the second reductant sub-stream before flowing into the second zone and contacting the first reductant sub-stream.
    Type: Application
    Filed: October 20, 2008
    Publication date: April 22, 2010
    Applicant: GENERAL ELECTRIC COMPANY
    Inventors: Dan Hancu, Ashish Balkrishna Mhadeshwar, Daniel George Norton, Frederic Vitse, Benjamin Hale Winkler
  • Patent number: 7388122
    Abstract: The present invention relates to dewaxing aids comprising the mixture of two or more polyalkyl(meth)acrylates having an exothermic heat initiation temperature within the specific range when chilled at 30° C./minute rate, to be added together with the wax-containing hydrocarbon oil to the dewaxing solvent. The dewaxing aid according to the present invention can be used in the solvent dewaxing method containing the stage in which the chilling rate during the chilling is 30° C./minute or higher, is effective for heavy type wax-containing hydrocarbon oils, and is chlorine-free.
    Type: Grant
    Filed: October 25, 2002
    Date of Patent: June 17, 2008
    Assignee: Toho Chemical Industry Co., Ltd
    Inventors: Naoki Haga, Akiyuki Hiraide
  • Patent number: 7202391
    Abstract: According to the present invention, there is provided a process for inhibiting the polymerization of an aromatic vinyl compound which is capable of efficiently inhibiting the polymerization of an aromatic vinyl compound not only in an initial stage but also over a long term in the stage of producing, purifying, storing or transporting the aromatic vinyl compound, and which is excellent in handling. The present invention relates to a process for inhibiting the polymerization of an aromatic vinyl compound which requires the step of adding a 2-nitrophenol compound in combination with a sulfonic acid compound to the aromatic vinyl monomer during the stage of producing, purifying, storing or transporting the aromatic vinyl compound.
    Type: Grant
    Filed: April 18, 2002
    Date of Patent: April 10, 2007
    Assignee: Hakuto Co., Ltd.
    Inventors: Seiji Tanizaki, Junichi Nakajima
  • Patent number: 7166658
    Abstract: A method of reducing vulcanized rubber is provided. The method comprises the steps of heating the rubber, wherein the rubber includes synthetic rubber, in the presence of a solvent, wherein the solvent includes water to a temperature below a critical temperature of the solvent, providing a pressure that is at least equal to a saturated vapour pressure of the solvent at the temperature and maintaining the temperature and the pressure for a time sufficient to devulcanize the rubber and produce a reaction product that is primarily a solid phase and includes rubber hydrocarbon.
    Type: Grant
    Filed: September 18, 2003
    Date of Patent: January 23, 2007
    Assignees: Sorbecon Consultants Inc., OPW Enterprises Inc.
    Inventors: Brian H. Harrison, Hurdon Hooper
  • Patent number: 6960279
    Abstract: Disclosed is the observation that 7-aryl-quinone methides and 4-tert-butylcatechol, when used in combination in a vinyl aromatic monomer to inhibit polymerization,do not inhibit polymerization to the same extend as each would if used separately. Stated another way, a phenomenon has been observed that when these two compounds are used together, they can, to a large extent, render each other unable to inhibit polymerization in a vinyl aromatic monomer. Also disclosed are methods of preventing adverse results of this interaction when undesired and a method of using this interaction to prepare a reactive vinyl aromatic monomer having a concentration of 4-tert-butylcatechol that would otherwise inhibit polymerization. The invention is disclosed to be useful with the production and storage of any vinyl aromatic monomer and is disclosed to be particularly useful with the production and storage of styrene monomer.
    Type: Grant
    Filed: May 6, 2002
    Date of Patent: November 1, 2005
    Assignee: Fina Technology, Inc.
    Inventor: James T. Merrill
  • Patent number: 6660181
    Abstract: A method is disclosed for inhibiting the premature polymerization of ethylenically unsaturated monomers comprising adding to said monomers a polymerization inhibiting amount of a mixture comprising A) a first inhibitor comprising 4-amino-2,2,6,6-tetramethylpiperidinyloxy, wherein said amino group is a primary, secondary, or tertiary amino group; and B) at least one other inhibitor having the structural formula: wherein: R1 and R4 are independently selected from the group consisting of hydrogen, alkyl, and heteroatom-substituted alkyl; R2 and R3 are independently selected from the group consisting of alkyl and heteroatom-substituted alkyl; X1 and X2 (1) are independently selected alkyl groups of 1 to 15 carbon atoms or (2) taken together, form a ring structure with the nitrogen.
    Type: Grant
    Filed: July 12, 2002
    Date of Patent: December 9, 2003
    Assignee: Crompton Corporation
    Inventors: Brigitte Benage, Angela M. Edwards, Vilen Kosover, Gan Wang, Anthony Gentile, Jesus R. Fabian, Gerald J. Abruscato
  • Publication number: 20030100807
    Abstract: The invention includes a process for converting biomass into C7-C10 alkylbenzenes useful as blending components for petroleum or petroleum derived fuels. The process includes a base catalyzed depolymerization of lignin within the biomass, followed by hydroprocessing of the depolymerized lignin to C7-C10 alkylbenzenes. The C7-C10 alkylbenzenes are useful for enhancing the octane level of petroleum or petroleum-derived fuels, such as gasoline. In addition, the C7-C10 alkylbenzenes are useful as intermediates in the production of numerous organic chemicals.
    Type: Application
    Filed: October 5, 2001
    Publication date: May 29, 2003
    Inventors: Joseph S. Shabtai, Wlodzimierz W. Zmierczak, Esteban Chornet, David Johnson
  • Patent number: 6518453
    Abstract: In a process for stabilizing chemical compounds having at least one ethylenically unsaturated bond to undesired free radical polymerization, a nitroxyl radical and a chemical compound containing phosphorus in chemically bonded form are added to the unsaturated compound present as pure substance or as a component of a mixture.
    Type: Grant
    Filed: July 3, 2001
    Date of Patent: February 11, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Friedrich Sutoris, Gerhard Wagenblast, Volker Schliephake, Jürgen Schröder, Klaus Joachim Müller-Engel, Harald Keller, Thomas Jaworek
  • Patent number: 6504068
    Abstract: A method of converting a plastic waste into oil by decomposing the plastic waste by a reaction using water in a supercritical or near supercritical region as a reaction medium. In this method, the reaction is conducted by using a tubular continuous reactor. The present invention further provides an apparatus therefor. Moreover, the present invention provides a method of converting a plastic waste into oil by conducting the reaction after hydrogen chloride is removed by performing the pyrolysis of the plastic waste in the case that the plastic waste contain chlorine. The present invention further provides an apparatus for performing this method.
    Type: Grant
    Filed: June 6, 1997
    Date of Patent: January 7, 2003
    Assignee: Mitsubishi Jukogyo Kabushiki Kaisha
    Inventors: Wataru Matsubara, Hiroshi Makihara, Kazuto Kobayashi, Masaki Iijima
  • Publication number: 20020082463
    Abstract: The present invention describes a pressure swing adsorption (PSA) apparatus and process for the production of purified hydrogen from a feed gas stream containing heavy hydrocarbons (i.e., hydrocarbons having at least six carbons). The apparatus comprises at least one bed containing at least three layers. The layered adsorption zone contains a feed end with a low surface area adsorbent (20 to 400 m2/g) which comprises 2 to 20% of the total bed length followed by a layer of an intermediate surface area adsorbent (425 to 800 m2/g) which comprises 25 to 40 % of the total bed length and a final layer of high surface area adsorbent (825 to 2000 m2/g) which comprises 40 to 78% of the total bed length.
    Type: Application
    Filed: December 22, 2000
    Publication date: June 27, 2002
    Inventors: Timothy Christopher Golden, Edward Landis Weist
  • Patent number: 6403850
    Abstract: Disclosed herein is a method for inhibiting the premature polymerization of ethylenically unsaturated monomers comprising adding to said monomers an effective amount of: A) at least one stable hindered nitroxyl compound having the structural formula:  wherein R1 and R4 are independently selected from the group consisting of hydrogen, alkyl, and heteroatom-substituted alkyl and R2 and R3 are independently selected from the group consisting of alkyl and heteroatom-substituted alkyl; and X1 and X2 (1) are independently selected from the group consisting of halogen, cyano, COOR7, —S—COR7, —OCOR7, (wherein R7 is alkyl of 1 to 15 carbon atoms, or (2) taken together, form a ring structure with the nitrogen; and B) at least one phenylenediamine, and, optionally, C) at least one nitroaromatic compound.
    Type: Grant
    Filed: July 17, 2000
    Date of Patent: June 11, 2002
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Brigitte Benage, Andrew J. Eisenstein
  • Patent number: 6395943
    Abstract: A process is disclosed for inhibiting the polymerization of vinyl aromatic compounds, such as styrene, during its distillation. The process involves adding a mixture of at least two inhibitors to the vinyl aromatic compound. One such combination is N,N′-di-2-butyl-N,N′,4-dinitroso-1,4-diaminobenzene and dinitrocresol. A stabilizer such as N,N′-di-2-butyl-1,4-diaminobenzene can also be added.
    Type: Grant
    Filed: August 10, 1999
    Date of Patent: May 28, 2002
    Assignee: UOP LLC
    Inventors: Paul R. Kurek, Robert R. Frame
  • Patent number: 6395942
    Abstract: Compounds that inhibit polymerization of vinyl aromatic compounds need to operate at temperatures of about 90° C. to about 150° C. A process for increasing the thermal stability of inhibitors such as N,N′-di-2-butyl-N,N′-dinitroso-1,4-diaminobenzene is disclosed. The process comprises adding to the inhibitor a stabilizer such as N,N′-di-2-butyl-1,4-diaminobenzene. The mixture of inhibitor and stabilizer is also used to inhibit polymerization of vinyl aromatic compounds.
    Type: Grant
    Filed: August 10, 1999
    Date of Patent: May 28, 2002
    Assignee: UOP LLC
    Inventors: Paul R. Kurek, Robert R. Frame
  • Patent number: 6262172
    Abstract: A method for preparing a carbonized resin DNA immunoadsorbent, which uses styrene, acrylonitrile, divinylbenzene, toluene, liquid paraffin, benzoyl peroxide and water solution of polyvinyl alcohol as raw materials, produces a DNA immunoadsorbent with 0.3-0.5 mg DNA per milliliter of resin using two-staged procedures for preparation of first carbonized resin, and secondly carbonized resin DNA immunoadsorbent. The resultant immunoadsorbent is high in adsorbent capacity, low in production cost, and can be synthesized without pyrogens. It therefore satisfies the demands of medical application for the treatment of systemic lupus erythematosus by immunoadsorption.
    Type: Grant
    Filed: February 7, 2000
    Date of Patent: July 17, 2001
    Assignee: Nankai University
    Inventors: Yaoting Yu, Changzhi Chen, Deling Kong
  • Patent number: 6200460
    Abstract: Substance mixtures comprising (A) vinyl-containing compounds, (B) an active amount of a mixture inhibiting the premature polymerization of the vinyl-containing compounds, comprising (i) at least one N-oxyl compound of a secondary amine which carries no hydrogen atoms on the &agr;-C atoms, and (ii) at least one iron compound, (C) if appropriate nitro compounds, and (D) if appropriate costabilizers, a process for inhibiting the premature polymerization of vinyl-containing compounds (A) and the use of mixture (B), if appropriate as a mixture with nitro compounds (C) and/or costabilizers (D), for inhibiting the premature polymerization of free radical polymerizable compounds and for stabilizing organic materials against the damaging action of free radicals.
    Type: Grant
    Filed: December 16, 1998
    Date of Patent: March 13, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Friedrich Sutoris, Hermann Uhr, Konrad Mitulla, Jürgen Schröder, Roland Merger, Knut Kessel
  • Patent number: 6024894
    Abstract: Synergistic composition and method of use are disclosed. The compositions comprise a quinone methide derivative and a hydroxylamine compound. These compositions demonstrate synergism at inhibiting the polymerization of a vinyl aromatic monomer. Preferably the quinone methide derivative is 2,6-di-tert-butyl-4-benzylidene-cyclo-2,5-dienone and the hydroxylamine compound is N,N-bis(hydroxypropyl)hydroxylamine.
    Type: Grant
    Filed: March 25, 1998
    Date of Patent: February 15, 2000
    Assignee: BetzDearborn Inc.
    Inventor: Graciela B. Arhancet
  • Patent number: 5998490
    Abstract: A process and resulting product is provided in which a solid particulate, such as vulcanized crumb rubber, has the surface functional groups oxidized by ozonation using a nonpolar solvent. The ozonation process renders the treated crumb rubber more suitable for use in new rubber formulations. As a result, larger loading levels of the treated crumb rubber can be used in new rubber mixtures.
    Type: Grant
    Filed: May 8, 1997
    Date of Patent: December 7, 1999
    Assignee: Westinghouse Savannah River Company
    Inventor: Steven M. Serkiz
  • Patent number: 5973217
    Abstract: According to the process described, old or waste plastics are depolymerized into a pumpable phase and a volatile phase to allow recovery of chemical raw materials and liquid fuel components. The volatile phase is separated into a gaseous phase and a condensate. In order to simplify the process in comparison with the state of the art, the depolymerised product remaining after the volatile phase is separated is also heated together with the condensate or condensate fractions in the presence of hydrogen under pressure and is subjected to hydrotreating, after non-boiling components are removed, to produce syncrude.
    Type: Grant
    Filed: January 9, 1998
    Date of Patent: October 26, 1999
    Assignee: Veba Oel AG
    Inventors: Horst Hastrich, Christian Hecka, Rolf Holighaus, Klaus Niemann, Claus Strecker
  • Patent number: 5942649
    Abstract: Method for thermally decomposing addition polymers, such as polyolefins, into monomers and monomer fragments. Thermal decomposition occurs by the rapid heating of the addition polymer such that the polymer ceiling temperature is reached in a time period substantially equal to the thermal relaxation time of the polymer itself. Laser ablation, wherein the polymer is heated by very rapid nanosecond or microsecond pulses of ultraviolet or infrared laser beams, and flash pyrolysis are particularly useful techniques for accomplishing such rapid heating.
    Type: Grant
    Filed: December 18, 1997
    Date of Patent: August 24, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Graciela Beatriz Blanchet-Fincher, Curtis Robinson Fincher, Jr.
  • Patent number: 5907071
    Abstract: The polymerization of vinyl aromatic monomers such as styrene is inhibited by the addition of a composition of a stable hindered nitroxyl radical and an oxime compound.
    Type: Grant
    Filed: April 21, 1998
    Date of Patent: May 25, 1999
    Assignee: BetzDearborn Inc.
    Inventor: Graciela B. Arhancet
  • Patent number: 5877366
    Abstract: A process and a system for cracking dicyclopentadiene are disclosed pursuant to the process preheated dicyclopentadiene is introduced into a heated transfer fluid sufficiently below the transfer fluid surface to accomplish substantially complete conversion of said dicyclopentadiene to monomeric cyclopentadiene vapor.
    Type: Grant
    Filed: March 25, 1992
    Date of Patent: March 2, 1999
    Assignee: Boulder Scientific Company
    Inventor: John M. Birmingham
  • Patent number: 5841011
    Abstract: Light-weight oil having a high octane number is produced from waste plastics containing phthalic polyester and/or polyvinyl chloride at a high yield without producing a phthalic sublimate or a carbonaceous residue by pyrolyzing the waste plastics in an atmosphere of steam or a steam/inert gas mixture. The resulting pyrolyzed oil and pyrolyzed gas may be catalytically cracked in an atmosphere of steam or a steam/inert gas mixture. Dechlorination may be performed before pyrolysis is carried out. Pyrolysis is preferably carried out in the presence of at least one of iron hydroxide, hydrous iron oxide and iron oxide.
    Type: Grant
    Filed: February 6, 1997
    Date of Patent: November 24, 1998
    Assignees: Kenji Hashimoto, NGK Insulators, Ltd
    Inventors: Kenji Hashimoto, Takao Masuda, Shuichi Yoshida, Yuichi Ikeda
  • Patent number: 5744672
    Abstract: A method for inhibiting the polymerization of vinyl aromatics such as styrene with a mixture of 3,5-di-tert-butyl-4-hydroxy-N,N-dimethylbenzyl amine and carboxylic acids or anhydrides thereof, in the presence of air or oxygen. The weight ratio of said 3,5-Di-tert-butylhydroxy-N,N-dimethylbenzyl amine, carboxylic acid (or carboxylic acid anhydride) and the air is 1:1 to 0.05:0.05 to 15, respectively.
    Type: Grant
    Filed: January 23, 1996
    Date of Patent: April 28, 1998
    Inventors: Vladimir Anatolievich Kourbatov, Nataljya Pavlovna Boreyko, Valerii Pavlovich Zouev, Alexandr Grigorievich Liakumovich
  • Patent number: 5728917
    Abstract: Disclosed are ruthenium and osmium carbene compounds which are stable in the presence of a variety of functional groups and which can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins. Specifically, the present invention relates to carbene compounds of the formula ##STR1## wherein: M is Os or Ru; R and R.sup.1 are independently selected from hydrogen and functional groups C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl or C.sub.1 -C.sub.20 alkylsulfinyl; each optionally substituted with C.sub.1 -C.sub.5 alkyl, a halogen, C.sub.1 -C.sub.5 alkoxy or with a phenyl group optionally substituted with a halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy; X and X.sup.
    Type: Grant
    Filed: October 30, 1995
    Date of Patent: March 17, 1998
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, SonBinh T. Nguyen
  • Patent number: 5672794
    Abstract: Monomeric styrene is recovered from plastics waste containing styrene polymers by thermal depolymerization by a process in which the waste is transported in liquid or solid form into a fluidized bed of a solid heat transfer agent and is cracked or depolymerized in an average residence time of less than 60 seconds and styrene is obtained from the gaseous crack products. Preferably, magnesium aluminum silicate is used as a heat transfer agent and C.sub.1 -C.sub.6 -hydrocarbons formed as byproducts in the depolymerization are used as operating gas for maintaining the fluidized bed and are circulated.
    Type: Grant
    Filed: August 29, 1996
    Date of Patent: September 30, 1997
    Assignee: BASF Aktiengesellschaft
    Inventor: Andreas Northemann
  • Patent number: 5545786
    Abstract: Nitroxyl inhibitors in combination with some oxygen reduce the premature polymerization of vinyl aromatic monomers during the manufacturing processes for such monomers. Even small quantities of air used in combination with the nitroxyl inhibitors result in vastly prolonged inhibition times for said monomers.
    Type: Grant
    Filed: February 3, 1995
    Date of Patent: August 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Volker H. von Ahn
  • Patent number: 5545782
    Abstract: Nitroxyl inhibitors in combination with some oxygen reduce the premature polymerization of vinyl aromatic monomers during the manufacturing processes for such monomers. Even small quantities of air used in combination with the nitroxyl inhibitors result in vastly prolonged inhibition times for said monomers.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: August 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Roland A. E. Winter, Volker H. von Ahn
  • Patent number: 5516952
    Abstract: A process for breaking down rubber polymer materials by selective oxidative decoupling of carbon-carbon, carbon-sulfur and sulfur-sulfur bonds at supercritical or near supercritical conditions for water and wherein supercritical water or water near supercritical conditions is used as a solvent and reforming agent, is used to produce relatively high yields of lower molecular weight hydrocarbons and oxygenated hydrocarbons which are suitable for use as a fuel or which can be separated or further refined to produce various commodity chemicals, specialty chemicals or both. The invention provides an environmentally friendly process for recycling rubber waste materials such as waste tires to generate valuable fuels or chemical feedstocks in a closed oxidation process which is free of hazardous stack emissions.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: May 14, 1996
    Assignee: The University of Akron
    Inventors: Sunggyu Lee, Fouad O. Azzam, Brian S. Kocher
  • Patent number: 5443716
    Abstract: A process is provided for converting a hydrocarbon feedstock comprising at least 2 volume percent of a low molecular weight oligomer to hydrocarbon product useful in the manufacture of fuels comprising contacting the hydrocarbon feedstock with a catalytic cracking catalyst at catalytic cracking conditions for converting at least a portion of the low molecular weight oligomer to hydrocarbon suitable for blending into fuels.
    Type: Grant
    Filed: September 28, 1994
    Date of Patent: August 22, 1995
    Assignee: Amoco Corporation
    Inventors: Ken B. Anderson, Jeffrey T. Miller
  • Patent number: 5321177
    Abstract: Recently, as a process for manufacturing cyclopentadiene resin-shaped articles, an attention has been given to reaction injection molding (RIM). To conduct RIM, it is necessary to use high purity dicyclopentadiene (DCPD) as the raw material. Vapor-phase thermal cracking of DCPD is usually used as a step of process for manufacturing high purity DCPD. Hithertofore, when conducting thermal cracking of DCPD, coke formation within cracking tubes is the most serious and troublesome problem. A vapor-phase thermal cracking process for resolving the problem by a very simple procedure is described herein. Further, a process for manufacturing high purity DCPD suitable as a raw material for use in RIM utilizing the vapor-phase thermal cracking process just mentioned above is also described.
    Type: Grant
    Filed: April 16, 1992
    Date of Patent: June 14, 1994
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Takao Nakamura, Masaru Kawakita, Katsumi Minomiya
  • Patent number: 5292992
    Abstract: Conjugated diene impurities are removed from linear alpha-olefin products by contacting the linear alpha-olefin product with an acid treated montmorillonite clay which is effective to reduce the conjugated diene content of the linear alpha-olefin product, preferably to less than about 100 ppm, without substantial isomerization of the linear alpha-olefins to internal olefins.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: March 8, 1994
    Assignee: Ethyl Corporation
    Inventors: Stephen E. Belmont, Patrick G. Simms, Keith G. Anderson
  • Patent number: 4835335
    Abstract: A two-stage catalytic conversion process for converting an olefins-containing feed is disclosed which comprises contacting the feed in a first stage under substantially non-oligomerizing conditions with a catalyst comprising at least one metal (X) selected from the group consisting of metals from Groups 1a, 1b, 2a, 2b, 4b, 5b, 6b and 8 of the Periodic Table of the Elements and contacting the effluent from the first stage in the second stage under olefin oligomerization conditions at a temperature which is at least 50.degree. C. above the operating temperature of the first stage with a catalyst comprising at least one metal (Z) selected from the group consisting of metals from Groups 1b, 2a, 2b, 4b, 5b, 6b, and 8 on a mordenite-type of crystalline trivalent metal (Q) silicate.
    Type: Grant
    Filed: March 2, 1988
    Date of Patent: May 30, 1989
    Assignee: Shell Oil Company
    Inventors: Johannes P. van den Berg, Pierre Grandvallet, Andras G. T. G. Kortbeek
  • Patent number: 4795842
    Abstract: The invention relates to the conversion of methane to higher hydrocarbons by contact with a solid oxidative synthesizing agent, the specific improvement being the addition to the reaction system of one or more components of the oxidative synthesizing agent which are lost during the reaction.
    Type: Grant
    Filed: August 4, 1987
    Date of Patent: January 3, 1989
    Assignee: Atlantic Richfield Company
    Inventors: Anne M. Gaffney, C. Andrew Jones, John A. Sofranko
  • Patent number: 4645576
    Abstract: This invention provides a process for isolating and recovering butene-1 of high purity at high yield. Firstly, a butane-butene fraction containing 0.1 to 7 wt % of isobutylene, 10 to 50 wt % of butene-1 and 5 to 20 wt % of isobutane is rectified to reduce the content of isobutane to not more than 0.1 wt %. Then, the rectified butane-butene fraction is passed through a reactor packed with an extrusion molded silica-alumina catalyst to polymerize isobutylene at a reaction velocity as high as 50 times or more of that of butene-1, thus forming oligomers of isobutylene. Finally, the hydrocarbon mixture from the reactor is rectified to remove the oligomers of isobutylene and the other C.sub.4 -hydrocarbons.
    Type: Grant
    Filed: May 10, 1984
    Date of Patent: February 24, 1987
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Tetsuya Takezono, Takaaki Amari, Hirosuke Imai
  • Patent number: 4522688
    Abstract: The process gives highly pure cyclopentadiene and methylcyclopentadiene from a cracked gasoline fraction. The merit of the process is that cyclopentadiene and methylcyclopentadiene are recovered by adding a simple distillation system to a conventional cracked gasoline treating plant without altering the plant and operating conditions thereof. An internal reflux stream is withdrawn from the stripping section of a BTX column of a conventional cracked gasoline treating plant, and is sent to a depolymerization-distillation column operated at a bottom temperature of 160.degree.-230.degree. C. The overhead stream of the column is sent to a cyclopentadiene column operated at a bottom temperature of 160.degree.-230.degree. C. Cyclopentadiene is recovered from the overhead of the column, and the bottom stream is sent to methylcyclopentadiene column operated at a bottom temperature of 170.degree.-210.degree. C. Methylcyclopentadiene is recovered from the overhead of the column.
    Type: Grant
    Filed: October 26, 1983
    Date of Patent: June 11, 1985
    Assignee: Maruzen Petrochemical Co., Ltd.
    Inventors: Akira Yokogawa, Asao Takahashi, Isao Maruyama, Takao Hosaka
  • Patent number: 4520225
    Abstract: The invention relates to a process for the pretreatment of a light olefin fraction, or of a mixture of such fractions, for the purpose of selectively removing the isobutene and butadiene present.In accordance with the invention, the olefin fraction is contacted with boron trifluoride in the gas phase, under such conditions and for such a length of time that the isobutene and the butadiene will polymerize selectively, and the boron trifluoride and the isobutene and butadiene polymers obtained are then conventionally separated from the effluent.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: May 28, 1985
    Assignee: Compagnie Francaise de Raffinage
    Inventors: Claude Marty, Philippe Engelhard
  • Patent number: 4513166
    Abstract: 1-Butene and isobutene are effectively separated without isomerization of 1-butene by contacting an isobutene-containing hydrocarbon mixture with a solid acid catalyst having a solid acid quantity of 0.05 to 0.25 mmol/g of solid acid catalyst, represented by the adsorption quantity of pyridine, thus low-polymerizing selectively isobutene and then separating the low polymers of isobutene from 1-butene.
    Type: Grant
    Filed: April 6, 1984
    Date of Patent: April 23, 1985
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Satoshi Sakurada, Takao Hashimoto, Nobuaki Tagaya, Tsugio Maeshima, Kayako Ueda, Masahiro Kokubo
  • Patent number: 4482775
    Abstract: A method for isomerizing isobutene or n-butene to produce a mixture of isobutene and normal butene, and polymerizing at least a portion thereof to produce isobutene/n-butene codimer, which comprieses feeding at least 80 weight % of either the isobutene or n-butene to a catalytic distillation reactor containing a fixed bed acidic cation exchange resin catalyst packing which provides both the catalyst sites and distillation sites for the reaction products, isomerizing a portion of the isobutene or n-butene to produce a mixture of isobutene and n-butene and reacting at least a portion of the isobutene and n-butene to form codimer of isobutene and n-butene, whereby an overhead fraction containing any unreacted isobutene and n-butene and a bottoms fraction containing codimer is produced. The result of the reaction is substantially the same regardless whether the feed is isobutene or n-butene. Other aspects of the invention, include combinations of procedures to produce high purity isobutene and n-butene.
    Type: Grant
    Filed: September 22, 1982
    Date of Patent: November 13, 1984
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 4479023
    Abstract: A process for the oligomerization of olefin fractions where boron trifluoride in the gas phase is contacted with such a fraction, in the absence of a catalyst carrier, under such conditions and for such a length of time that the isobutene and/or butadiene present will polymerize; the boron trifluoride and the isobutene and/or butadiene polymers obtained are then conventionally separated from said fraction; and the olefins of the fraction so purified are oligomerized in the presence of a boron trifluoride catalyst comprising a catalyst carrier.
    Type: Grant
    Filed: December 8, 1983
    Date of Patent: October 23, 1984
    Assignee: Compagnie Francaise de Raffinage
    Inventors: Claude Marty, Philippe Engelhard
  • Patent number: 4471153
    Abstract: The presence of cyclopentadiene in unsaturated C.sub.5 -hydrocarbons is often very undesirable. This is because cyclopentadiene is a poison to many of the catalysts used to polymerize C.sub.5 -hydrocarbon monomers. This invention reveals a process for reducing the concentration of cyclopentadiene in impure unsaturated C.sub.5 -hydrocarbons containing cyclopentadiene, comprising adding to said impure unsaturated C.sub.5 -hydrocarbon (a) at least one member selected from the group consisting of trialkylaluminum compounds, dialkylaluminum hydride compounds, dialkylmagnesium compounds, and dialkylzinc compounds; and (b) an organonickel compound.
    Type: Grant
    Filed: September 6, 1983
    Date of Patent: September 11, 1984
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Morford C. Throckmorton
  • Patent number: 4454367
    Abstract: 1-Butane and isobutene are effectively separated without isomerization of 1-butene by contacting an isobutene-containing hydrocarbon mixture with a solid acid catalyst having a solid acid quantity of 0.05 to 0.25 mmol/g of solid acid catalyst, represented by the adsorption quantity of pyridine, thus low-polymerizing selectively isobutene and then separating the low polymers of isobutene from 1-butene.
    Type: Grant
    Filed: March 15, 1983
    Date of Patent: June 12, 1984
    Assignee: Toa Nenryo Kogyo Kabushiki Kaisha
    Inventors: Satoshi Sakurada, Takao Hashimoto, Nobuaki Tagaya, Tsugio Maeshima, Kayako Ueda, Masahiro Kokubo
  • Patent number: 4450310
    Abstract: A methane conversion process is provided for the production of olefins and hydrogen comprising contacting methane in the absence of oxygen and in the absence of water at a reaction temperature of at least 500.degree. C. with a catalyst comprising the mixed oxides of a first metal selected from lithium, sodium, potassium, rubidium, cesium and mixtures thereof, a second metal selected from beryllium, magnesium, calcium, strontium, barium, and mixtures thereof, and optionally a promoter metal selected from copper, rhenium, tungsten, zirconium, rhodium, and mixtures thereof.
    Type: Grant
    Filed: March 4, 1983
    Date of Patent: May 22, 1984
    Assignee: The Standard Oil Company
    Inventors: Joseph R. Fox, Benedict S. Curatolo, Frederick A. Pesa
  • Patent number: 4375576
    Abstract: In the liquid phase reaction of isobutene in the presence of resin cation exchange resins with itself in a C.sub.4 hydrocarbon stream to form dimers, the formation of higher polymers, oligomers, and co-dimer by-products is suppressed by the presence of 0.0001 to 1 mole per mole of isobutene of methyl tertiary butyl ether.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: March 1, 1983
    Assignee: Chemical Research & Licensing Co.
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 4323698
    Abstract: This specification discloses an insoluble resin-metal compound complex, the method for its preparation, and its use in carrying out a catalyzed reaction. The complex is a weak base anion exchange resin which has been contacted with a solution of a coordination compound having at least two ligands connected to at least one central metal atom to bond chemically the resin to the metal atom by replacement of at least one of the ligands of the coordination compound by a functional group of the weak base anion exchange resin. The complex can be used as a catalyst for hydrogenation, carbon monoxide insertion, polymerization, isomerization, vinyl ester exchange, and ethylene oxidation reactions, among others.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: April 6, 1982
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Darrell D. Whitehurst
  • Patent number: 4313016
    Abstract: The isobutene in C.sub.4 hydrocarbon streams containing from 0.5 to 5% isobutene and n-butenes is reduced preferably to a level of 0.2 mole % or less by passing the feed stream at LHSV 2.5 to 12 in liquid phase through a fixed-bed cation exchange resin catalyst in a tubular reactor with a water heat exchange medium maintained at a temperature of 50.degree. to 80.degree. C., whereby the isobutene is oligomerized and easily separated from the remaining C.sub.4 's by fractionation.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: January 26, 1982
    Assignee: Petro-Tex Chemical Corporation
    Inventor: Harold E. Manning
  • Patent number: 4242530
    Abstract: A method for the separation of isobutene from a mixture comprising n-butene and isobutene comprising feeding a C.sub.4 stream containing n-butene and isobutene to a distillation column reactor into a feed zone contacting the stream with fixed bed acidic cation exchange resin to form diisobutene which passes to the bottom of the column, said n-butene being removed overhead. The reaction and distillation occur concurrently.
    Type: Grant
    Filed: July 27, 1978
    Date of Patent: December 30, 1980
    Assignee: Chemical Research & Licensing Company
    Inventor: Lawrence A. Smith, Jr.
  • Patent number: 4225738
    Abstract: This invention provides a three-step process for converting n-butene into high purity 1,3-butadiene, via a vinylcyclohexene intermediate.In the first step of the process, n-butene and molecular oxygen are contacted with a Group VIII metal oxide catalyst. If nitrobenzene is employed as the oxidizing agent in place of molecular oxygen then aniline is produced as a secondary product of the process.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: September 30, 1980
    Assignee: El Paso Products Company
    Inventor: John L. Cihonski
  • Patent number: 4218569
    Abstract: Mixed hydrocarbons of predominantly four carbon atoms each are subjected to etherification with methanol, to make ether from the tertiary olefin in the mixture; the unreacted hydrocarbons, after separation from the ether by distillation, are contaminated with methanol which is removed by absorption or extraction with a glycol before the hydrocarbons are subjected to further processing in which the methanol is detrimental.
    Type: Grant
    Filed: March 14, 1978
    Date of Patent: August 19, 1980
    Assignee: Gulf Canada Limited
    Inventors: John D. Chase, Buenaventura B. Galvez, Bruce W. Kennedy